Take an intimate small group tour through Chianti’s most prestigious wine region, crafted for wine lovers seeking an immersive, high-end experience. Explore three top-tier wineries, ranging from historic family estates to award-winning boutique producers, where expert sommeliers guide you through tastings of Chianti Classico and Supertuscan wines.
Discover the stories behind each bottle as you tour cellars, vineyards, and tasting rooms, gaining insight into production methods, terroir, and perfect pairings. Enjoy a traditional Tuscan lunch at a countryside winery, paired with exceptional wines and seasonal dishes.
The day also includes a visit to a charming medieval village, offering a perfect blend of culture, history, and scenic beauty.
This is more than a wine tour—it’s a refined journey into Tuscany’s wine heritage, designed for those who appreciate authenticity, quality, and unforgettable experiences.
Meeting point will be at a central location. Details will be provided in final documents.
- Transportation
- Guided tour of three wineries
- Three wine tastings
- Lunch
- Guided visit to an iconic Tuscan village
- Gratuities (optional)
- Hotel pickup and drop off
- Group of 8 people or less.

Starting from Florence, you will be taken to Siena by an English speaking driver. In Siena, enjoy a guided walking tour of this compact city as you explore Piazza del Campo, the main central square where the famous Palio horse race takes place every year, as well as the quieter backstreets and learning everything about the Contrade, the 17 medieval city districts that compete against each other in the Palio.
Then continue to San Gimignano, famed for its medieval skyscrapers, high walls and narrow streets that typify most people image of a Tuscan hill town. San Gimignano is unique in the preservation of about a dozen of its tower houses, which with its hilltop setting and encircling walls, form its famed and unforgettable skyline. You will have free time to explore this city as you wish.
Finally, savor a typical Tuscan dinner paired with wines in a fascinating location in the Chianti countryside. Then return to Florence.
Meeting point will be at a central location. Details will be provided in final documents.

Today, visit the home of the famous leaning tower - Pisa! In the heart of the city is Piazza dei Miracoli where you will simultaneously see the Leaning Tower, Baptistery, Cathedral, and the Monumental Cemetery. Each of these buildings are stunning in their own way and have unique stories to tell. Be sure to take a photo of you holding up the leaning tower!
Then, you will get 30 minutes to climb the nearly 300 steps of the leaning tower and take spectacular pictures from the top!
Meeting point will be at a central location. Details will be provided in final documents.

Visit two of Tuscany's most important towns - Pisa and Lucca on this day excursion from Florence. Plus enjoy a tasting of the famous Buccellato cake from Lucca.
The first stop today is Pisa! In the heart of the city is Piazza dei Miracoli where you will simultaneously see the Leaning Tower, Baptistery, Cathedral, and the Monumental Cemetery. Each of these buildings are stunning in their own way and have unique stories to tell. Be sure to take a photo of you holding up the leaning tower!
Then continue onto Lucca. Walking along all the small shops, you'll come to the circular Piazza del Mercato which is built on top of the remains of the Roman amphitheater dating back to the second century BC. Also, see the Cathedral of San Martino and the Guinigi tower before tasting the typical cake from Lucca: the Buccellato.
Meeting point will be at a central location. Details will be provided in final documents.